Abstract
Reaction of the 1,3-bistriflate of thiacalix[4]arene 2 under various conditions including typical Sonogashira and other basic conditions with CuI, afforded a mixture of hydrolysis and rearrangement products including a bis(phenoxathiin) 3 reported also by Hattori and co-workers. An unprecedented displacement of a narrow-rim triflate by a hydrogen atom to form a new partial conethiacalixarene 2i is reported as are five new X-ray crystal structures. The de-tert-butylated analogue 3a was synthesized from 3 and their complexation properties with Ag+ and Hg2+ are also reported.
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